Sodium Carbonate → 2-Amino-6,7,8,9-tetrahydro-5H-pyrazino[2,3-d]azepine

HRID 647477Notes

Reaction equation

HRID 647477 reaction equation
[NH2:1][C:2]1[C:3](C(OCC)=O)=[N:4][C:5]2[CH2:11][CH2:10][N:9](C(OCC)=O)[CH2:8][CH2:7][C:6]=2[N:17]=1.C(=O)([O-])[O-].[Na+].[Na+]>S(=O)(=O)(O)O>[NH2:1][C:2]1[CH:3]=[N:4][C:5]2[CH2:11][CH2:10][NH:9][CH2:8][CH2:7][C:6]=2[N:17]=1

Participants

4

Reactant 2

HCID 10340Sodium CarbonateHCID 20436372diethyl 2-amino-6,7,8,9-tetrahydro-5H-pyrazino[2,3-d]azepine-3,7-dicarboxylate

Product 1

HCID 130370452-Amino-6,7,8,9-tetrahydro-5H-pyrazino[2,3-d]azepine

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Conditions

Temperature
180 °C

Procedure

A mixture of 1.6 gm (5.2 mmols) of diethyl 2-amino-6,7,8,9-tetrahydro-5H-pyrazino[2,3-d]azepine-3,7-dicarboxylate and 20 ml of 80% sulfuric acid was heated for 30 minutes at 180° C. Thereafter, the mixture was cooled, made alkaline with an aqueous sodium carbonate solution, and extracted with chloroform for 24 hours with a perforator. The chloroform extract was chromatographed in silicagel with chloroform/methanol/concentrated ammonia (24:12:1) as the mobile phase.

Workup

  1. temperatureThereafter, the mixture was cooled
  2. extractionextracted with chloroform for 24 hours with a perforator
  3. extractionThe chloroform extract
  4. customwas chromatographed in silicagel with chloroform/methanol/concentrated ammonia (24:12:1) as the mobile phase

Sources & evidence

ORD record
ord-98add4414d6142c89703076fb071fd97
Source dataset
uspto-grants-1983_10
Patent number
US04409220

Reaction notes

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